Upcoming Live Music Events

Margaritaville Resort Orlando Holiday Celebration 2026. Friday Dec. 19th!

 Margaritaville Resort Orlando 19 Dec 2025
HOLIDAY FREE

The World of Music School – Christmas Spectacular 2024!

 Sun On the Beach 14 Dec 2025
MUSIC FREE

Krush Brau Goulash & Bier Social

 2198 4 Winds Blvd 11 Jan 2026
MUSIC USD 8 TO 31

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Upcoming New Year Events

"Rocking New Year 2026" FREE Concert, Street Party & Fireworks Spectacular!

 Promenade at Sunset Walk 31 Dec 2025
NEW-YEAR USD 0 TO 72

Late-Night Glow Pickleball | New Year's Eve at Crush Yard Orlando

 Crush Yard - Pickleball Bar & Lounge 31 Dec 2025
NEW-YEAR USD 99

New Years Prost Festival - German New Year (Silvester)

 2198 4 Winds Blvd 3 Jan 2026
NEW-YEAR USD 31

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Upcoming Comedy Events

Comedy on Broadway at Violet's Venom Brewery

 Violet's Venom Brewery 16 Jan 2026
COMEDY FREE

Váyase pa’ su País - Orlando FL Comedy show

 6071 W Irlo Bronson Memorial Hwy 14 Dec 2025
COMEDY USD 23 TO 55

A New Yorican Christmas Comedy Jam & After Party

 Titi Jessica's New Yorican Restaurant 6 Dec 2025
COMEDY USD 25

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Upcoming Festivals Events

Christmas Fest '25

 3600 Reaves Rd 20 Dec 2025
FESTIVALS FREE

Kissimmee Festival of Lights Parade & Holiday Festival

 Downtown Kissimmee 13 Dec 2025
FESTIVALS

2025 Christmas Winter Festival- FTC Kissimmee

 Florida Technical College - Kissimmee Campus 13 Dec 2025
FESTIVALS FREE

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Upcoming Christmas Markets & Fairs Events

European Christmas Market - Christkindlesmarkt - Kissimmee

 Krush Brau Park Portal Immersion Center 7 Dec 2025
FREE

Ice Cream for Breakfast with Santa

 210 S Bass Rd, Kissimmee, FL, United States, Florida 34746 7 Dec 2025
BREAKFAST-WITH-SANTA

Frozen Christmas Creative Together Market

 7470 W Irlo Bronson Memorial Hwy 13 Dec 2025
CHRISTMAS USD 0 TO 13

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Trending Events in Kissimmee

The Wharf at Sunset Walk - Exclusive "New Year's Eve VIP Celebration"

 3274 Margaritaville Blvd 31 Dec 2025
NEW-YEAR USD 175

Fasching Karneval Kick-Off Party

 2198 4 Winds Blvd 24 Jan 2026
PARTIES USD 13 TO 893

Mardi Gras Karneval: Fasching at Krush Brau Park

 2198 4 Winds Blvd 22 Feb 2026
MUSIC USD 13 TO 893

Kissimmee Festival of Lights

 Downtown Kissimmee 29 Nov 2025
FESTIVALS

"Holinights" Holiday Celebration at Promenade Sunset Walk - Public Welcome

 Promenade at Sunset Walk 20 Nov 2025
HOLIDAY FREE

Breakfast with Santa in Pajamas !

 Kissimmee City Chambers Park Community Center 20 Dec 2025
BREAKFAST-WITH-SANTA FREE

Sunset Walk & Osceola County Sheriff's Office Santa's Toy Drive & Car Show

 Promenade at Sunset Walk 14 Dec 2025
TOY-DRIVES FREE

"How the Market Stole Christmas

 Events Center 7 Dec 2025
CHRISTMAS FREE

Sagittarius Season ''An Elegant & Sexy Affair"

 The Amador Gallery Event Venue 20 Dec 2025
USD 0 TO 20

Holiday Family Movie Night | Crush Yard Orlando

 Crush Yard - Pickleball Bar & Lounge 12 Dec 2025
ENTERTAINMENT FREE

Navidad y despedida del año con Preparando el Camino

 4139 W Vine St 20 Dec 2025
CHRISTMAS FREE

DEJA DE PAGAR RENTA ESTE 2025 #Orlando

 3459 W Vine St suite 1 3459 13 Dec 2025
WORKSHOPS FREE

Bavarian Winterfest: Beer, Brats & Brass Bands

 2198 4 Winds Blvd 31 Jan 2026
CONTESTS USD 13 TO 893

A Neil Diamond Tribute in Kissimmee FL

 Elks Lodge 7 Feb 2026
ART

Osceola County Cinderella Scholarship Pageant

 1911 Kissimmee Valley Ln, Kissimmee, FL 34744-6107, United States 21 Feb 2026
ENTERTAINMENT

More things to do in Kissimmee

Live Music
New Year
Comedy
Festivals
Christmas Markets & Fairs
Christmas Light Displays
Carnivals
Bar Crawls
Fireworks
Christmas Services
Food & Drinks
Christmas Wreath Workshops
Speed Dating
Christmas Carols
Food Truck Festivals
Christmas Parades
Pop-Ups